2-allyl-1-(benzyloxy)-4-methoxybenzene | 205433-74-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-allyl-1-(benzyloxy)-4-methoxybenzene
• 英文别名: 3-allyl-4-benzyloxyanisole；2-Allyl-1-(benzyloxy)-4-methoxybenzene；4-methoxy-1-phenylmethoxy-2-prop-2-enylbenzene
• CAS: 205433-74-5
• 化学式: C₁₇H₁₈O₂
• mdl: MFCD27939085
• 分子量: 254.329
• InChiKey: IPUQIWHADWIXIT-UHFFFAOYSA-N

物化性质

• 沸点：
  372.1±32.0 °C(Predicted)
• 密度：
  1.048±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.176
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2909309090

反应信息

• 作为反应物：
  描述：

  2-allyl-1-(benzyloxy)-4-methoxybenzene 在 palladium on activated charcoal 、 铑 正丁基锂 、 氢气 、 四氯化锡 、 potassium carbonate 、 对甲苯磺酸 、 臭氧 、 N,N-二甲基苯胺 作用下， 以 四氢呋喃 、 甲醇 、 乙醇 、 正己烷 、 二氯甲烷 、 丙酮 为溶剂， -78.0~20.0 ℃ 、275.79 kPa 条件下， 反应 44.75h， 生成 5,6,11,12-tetrahydro-1-hydroxy-4-methoxy-5,11-epoxydibenzo[a,c]cyclooctene-2-carboxaldehyde
  参考文献：
  名称：

  基于卡根醚的手性水杨醛的制备

  摘要：

  已经开发了两条相关的手性水杨醛路线，该路线是卡根醚的衍生物。一种特别简单的路线从 2,6-二烯丙基苯酚开始。轻松转化为取代的苯并呋喃和 Kagan 醚的基本框架的组合，然后苯并呋喃环的臭氧分解以揭示水杨醛的羟基醛官能团特征。

  DOI：

  10.1081/scc-100106046
• 作为产物：
  描述：

  4-甲氧基苯酚 在 potassium carbonate 、 N,N-二甲基苯胺 作用下， 以 丙酮 为溶剂， 生成 2-allyl-1-(benzyloxy)-4-methoxybenzene
  参考文献：
  名称：

  基于卡根醚的手性水杨醛的制备

  摘要：

  已经开发了两条相关的手性水杨醛路线，该路线是卡根醚的衍生物。一种特别简单的路线从 2,6-二烯丙基苯酚开始。轻松转化为取代的苯并呋喃和 Kagan 醚的基本框架的组合，然后苯并呋喃环的臭氧分解以揭示水杨醛的羟基醛官能团特征。

  DOI：

  10.1081/scc-100106046

文献信息

• [EN] NOVEL ETHER LINKED COMPOUNDS AND IMPROVED TREATMENTS FOR CARDIAC AND CARDIOVASCULAR DISEASE<br/>[FR] NOUVEAUX COMPOSÉS À LIAISON ÉTHER ET TRAITEMENTS AMÉLIORÉS POUR LA MALADIE CARDIAQUE ET CARDIOVASCULAIRE
  申请人：UNIV NOTTINGHAM

  公开号：WO2012104659A1

  公开（公告）日：2012-08-09

  A compound of Formula (I), and its pharmaceutically acceptable salt or salts and physiologically hydrolysable derivatives in free form or salt form: wherein R1 is independently selected from F, CI, Br, CN, NH2, OH, CHO, COOH, oxo, C1-4alkyl, C1-4alkoxy, CONH2 (optionally mono- or di-substituted by C1-4alkyl) and SO2NH2, R2 is independently selected from C1-6allkyl substituted by R3 wherein the C1-6alkyl chain optionally comprises one or two heteroatoms select from O; R3 is selected from aryl, C3-6cycloalkyl, C3-6heterocyclyl and C3-6heteroaryl, wherein the heterocyclyl and heteroaryl rings are nitrogen containing; and wherein R3 is optonally substituted by one or more groups selected from R1; n1 is zero or an integer from 1 to 2; n2 is an integer from 1 to 2; and the sum of n1 and 2 is less than or equal to 2; R5 is selected from any group defined for R1 and R2; R6a and R6b are independently selected from H or C1-4alkyl; R7 is independently selected from F, CI, Br, CN, NH2, OH, CHO, COOH, oxo, C1-4alkyl, C1-4alkoxy, CONH2 (optionally mono- or di-substituted by C1-4alkyl) and SO2NH2, Q1, Q2 and Q3 are independently selected from H or any group defined for R1 and R2; or Q1 and Q2 or Q2 and Q3 together form a C5-6heteroaryl or C5-6heterocylclic ring; optionally containing one or two heteroatoms selected from N and O optionally substituted by any group selected from R5; Z is selected from linear C2-3 alkylene; X3 is O; X4 is selected from aryl, a 9-10 membered heteroaryl ring or a 9-10 membered heterocyclic ring, wherein the heteroaryl and heterocyclic rings contain one or more heteroatoms selected from N, and optionally additionally O, and wherein X4 is optionally substituted by one or two oxo moieties and is optionally substituted by one or more groups selected from R7; with the proviso that: (i) when X4 is phenyl then Q1 and Q2 or Q2 and Q3-together form an optionally substituted heteroaryl or heterocylclic ring as defined above; and (ii) when Q1, Q2 and Q3 are independently selected from H or any group defined for R1 and R2 then X4 is not phenyl except when R2 is C1-5alkyl substituted by R3 wherein R3 is C3-6heterocyclyl as defined above.

  公式（I）的化合物及其在自由形式或盐形式中的药学上可接受的盐或可生理水解的衍生物：其中R1独立选择自F、Cl、Br、CN、NH2、OH、CHO、COOH、oxo、C1-4烷基、C1-4烷氧基、CONH2（可选地经C1-4烷基单取代或双取代）和SO2NH2，R2独立选择自由R3取代的C1-6烷基，其中C1-6烷基链可选地包括从O中选择的一个或两个杂原子；R3选择自芳基、C3-6环烷基、C3-6杂环烷基和C3-6杂芳基，其中杂环烷基和杂芳基环含氮；其中R3可选地由R1中选择的一个或多个基团取代；n1为零或1至2的整数；n2为1至2的整数；n1和2的和小于或等于2；R5选择自定义为R1和R2的任何基团；R6a和R6b独立选择自H或C1-4烷基；R7独立选择自F、Cl、Br、CN、NH2、OH、CHO、COOH、oxo、C1-4烷基、C1-4烷氧基、CONH2（可选地经C1-4烷基单取代或双取代）和SO2NH2，Q1、Q2和Q3独立选择自H或自定义为R1和R2的任何基团；或Q1和Q2或Q2和Q3一起形成C5-6杂芳基或C5-6杂环状环；可选地含有从N和O中选择的一个或两个杂原子，可选地由R5中选择的任何基团取代；Z选择自线性C2-3烷基；X3为O；X4选择自芳基、9-10成员杂芳基环或9-10成员杂环状环，其中杂芳基和杂环状环含有从N中选择的一个或多个杂原子，可选地另外含有O，X4可选地由一个或两个oxo基团取代，并可选地由R7中选择的一个或多个基团取代；但条件是：（i）当X4为苯基时，Q1和Q2或Q2和Q3一起形成如上定义的可选取代的杂芳基或杂环状环；和（ii）当Q1、Q2和Q3独立选择自H或自定义为R1和R2的任何基团时，X4不是苯基，除非R2为由R3取代的C1-5烷基，其中R3如上所定义为C3-6杂环烷基。
• Base-mediated synthesis of benzimidazole-fused 1,4-benzoxazepines via sequential intermolecular epoxide ring-opening/intramolecular SNAr reactions
  作者：Runjun Devi、Subhamoy Mukhopadhyay、Arup Jyoti Das、Sajal Kumar Das

  DOI：10.1016/j.tetlet.2020.152491

  日期：2020.11

  intramolecular nucleophilic aromatic substitution (SNAr) reaction of the resulting products in the presence of NaH. We have also achieved an 11-step synthesis of a chroman-linked benzimidazole-fused 1,4-benzoxazepine using a phenoxide-ion induced 6-exo intramolecular epoxide ring-opening and an alkoxide-ion induced intramolecular SNAr reaction as key steps.

  我们已经开发出一种无过渡金属的实用方法，可制得苯并咪唑稠合的1,4-苯并x氮平。在操作上，该协议涉及A K 2 CO 3介导的通过2-（2-氟苯基）苯并咪唑末端环氧化物的分子间开环，随后通过分子内亲核芳族取代（S Ñ AR）所得产物的反应在NaH存在下。我们还利用苯酚离子诱导的6- exo分子内环氧化物开环和醇盐离子诱导的分子内S N Ar反应作为关键步骤，完成了由苯并咪唑键合的苯并咪唑稠合的1,4-苯并氮杂ze庚烷的11步合成。
• Application of Phenolate Ion Mediated Intramolecular Epoxide Ring Opening in the Enantioselective Synthesis of Functionalized 2,3-Dihydrobenzofurans and 1-Benzopyrans¹
  作者：Gautam Panda、Subal Dinda、Sajal Das

  DOI：10.1055/s-0028-1088077

  日期：2009.6

  The enantioselective synthesis of 2-isopropenyl-2,3-dihydrobenzofurans, 4-(2,3-dihydrobenzofuran-2-yl)-2-methylbut-3-en-2-ols, 2-hydroxymethyl chromans, and 4-chroman-2-yl-2-methylbut-3-en-2-ols has been achieved using Sharpless asymmetric epoxidation-derived enantiomerically enriched epoxy alcohols as chiral building blocks. A phenolate ion mediated intramolecular epoxide ring-opening reaction was

  对映选择性合成2-异丙烯基-2,3-二氢苯并呋喃，4-（2,3-二氢苯并呋喃-2-基）-2-甲基丁-3-烯-2-醇，2-羟甲基苯并二氢吡喃和4-苯并二氢吡喃-使用Sharpless不对称环氧化衍生的对映异构体富集的环氧醇作为手性结构单元，可以实现2-yl-2-甲基but-3-en-2-ols。酚盐离子介导的分子内环氧化物开环反应是每个环化反应的关键步骤。 2-异丙烯基-2,3-二氢苯并呋喃-2-羟甲基苯并二氢吡喃-环氧化-环氧化物-多环化合物-开环 CDRI通信号码7184。
• Photochemistry of Substituted 4,4-Dimethoxy-2,5-Cyclohexadienones
  作者：Fang-Tsao Hong、Kung-Shing Lee、Yow-Fu Tsai、Chun-Chen Liao

  DOI：10.1002/jccs.199800001

  日期：1998.2

  Abstract4,4‐Dimethoxy‐2,5‐cyclohexadienones 9–14 were prepared from the corresponding hydroquinone monomethyl ethers by oxidation with thallium trinitrate in methanol. Irradiation of solutions of 9–13 in methanol with a broad band of UV light centered at 350 nm in a Rayonet reactor afforded 2‐cyclopentenone derivatives 15–19 in moderate to excellent yields, whereas irradiation of 14 in methanol gave phenol 8 along with other unidentified products. Irradiation of 11–14 in benzene yielded substituted phenols. The plausible reaction pathways for the product formation are discussed.
• THE PREPARATION OF CHIRAL SALICYLALDEHYDES BASED ON KAGAN'S ETHER
  作者：Michael Harmata、Yanhong Wu、Mehmet Kahraman、Christopher J. Welch

  DOI：10.1081/scc-100106046

  日期：2001.1

  Two related routes to chiral salicylaldehydes which are derivatives of Kagan's ether have been developed. One route which is particularly simple begins with 2,6-diallylphenol. Facile conversion to a substituted benzofuran and assemblage of the basic framework of Kagan's ether is followed by an ozonolysis of the benzofuran ring to reveal the hydroxyaldehyde functionality characteristic of salicylaldehydes

  已经开发了两条相关的手性水杨醛路线，该路线是卡根醚的衍生物。一种特别简单的路线从 2,6-二烯丙基苯酚开始。轻松转化为取代的苯并呋喃和 Kagan 醚的基本框架的组合，然后苯并呋喃环的臭氧分解以揭示水杨醛的羟基醛官能团特征。